data_PNN
# 
_chem_comp.id                                    PNN 
_chem_comp.name                                  "PENICILLIN G" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C16 H18 N2 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-09-13 
_chem_comp.pdbx_modified_date                    2011-06-04 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        334.390 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PNN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1GM7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
PNN O8   O8   O 0 1 N N N 11.840 -2.068 2.455 -2.611 -0.398 0.977  O8   PNN 1  
PNN C7   C7   C 0 1 N N N 12.974 -2.450 2.653 -1.463 -0.753 1.145  C7   PNN 2  
PNN N4   N4   N 0 1 N N N 13.382 -3.701 3.097 -0.643 -0.879 2.269  N4   PNN 3  
PNN C3   C3   C 0 1 N N S 12.665 -4.586 4.028 -0.264 0.372  2.934  C3   PNN 4  
PNN C11  C11  C 0 1 N N N 12.287 -5.854 3.287 -1.064 0.515  4.204  C11  PNN 5  
PNN O13  O13  O 0 1 N N N 12.627 -6.238 2.200 -1.351 1.736  4.682  O13  PNN 6  
PNN O12  O12  O 0 1 N N N 11.427 -6.576 4.024 -1.447 -0.468 4.791  O12  PNN 7  
PNN C2   C2   C 0 1 N N N 13.629 -4.810 5.252 1.255  0.414  3.255  C2   PNN 8  
PNN C10  C10  C 0 1 N N N 14.616 -5.932 5.008 1.583  -0.367 4.529  C10  PNN 9  
PNN C9   C9   C 0 1 N N N 12.828 -4.926 6.559 1.773  1.851  3.335  C9   PNN 10 
PNN S1   S1   S 0 1 N N N 14.543 -3.202 5.342 1.881  -0.451 1.746  S1   PNN 11 
PNN C5   C5   C 0 1 N N R 14.702 -3.174 3.527 0.428  -1.548 1.493  C5   PNN 12 
PNN C6   C6   C 0 1 N N R 14.385 -1.877 2.717 -0.369 -1.247 0.223  C6   PNN 13 
PNN N14  N14  N 0 1 N N N 14.477 -0.643 3.451 0.222  -0.198 -0.610 N14  PNN 14 
PNN C15  C15  C 0 1 N N N 15.260 0.343  2.952 0.047  -0.219 -1.946 C15  PNN 15 
PNN O16  O16  O 0 1 N N N 15.961 0.380  1.982 -0.599 -1.108 -2.458 O16  PNN 16 
PNN C17  C17  C 0 1 N N N 15.286 1.574  3.840 0.656  0.859  -2.803 C17  PNN 17 
PNN C18  C18  C 0 1 Y N N 16.703 1.944  4.344 0.314  0.605  -4.249 C18  PNN 18 
PNN C19  C19  C 0 1 Y N N 17.325 3.059  3.784 -0.836 1.144  -4.792 C19  PNN 19 
PNN C20  C20  C 0 1 Y N N 18.595 3.523  4.214 -1.149 0.911  -6.118 C20  PNN 20 
PNN C21  C21  C 0 1 Y N N 19.145 2.709  5.226 -0.311 0.139  -6.901 C21  PNN 21 
PNN C22  C22  C 0 1 Y N N 18.565 1.615  5.757 0.840  -0.398 -6.358 C22  PNN 22 
PNN C23  C23  C 0 1 Y N N 17.305 1.177  5.310 1.155  -0.161 -5.033 C23  PNN 23 
PNN HC3  HC3  H 0 1 N N N 11.708 -4.162 4.414 -0.492 1.209  2.274  HC3  PNN 24 
PNN HXT  HXT  H 0 1 N N N 12.390 -7.032 1.735 -1.864 1.829  5.496  HXT  PNN 25 
PNN H101 1H10 H 0 0 N N N 15.298 -6.090 5.875 2.663  -0.386 4.676  H101 PNN 26 
PNN H102 2H10 H 0 0 N N N 14.091 -6.876 4.730 1.108  0.113  5.383  H102 PNN 27 
PNN H103 3H10 H 0 0 N N N 15.191 -5.764 4.067 1.212  -1.388 4.434  H103 PNN 28 
PNN HC91 1HC9 H 0 0 N N N 13.510 -5.084 7.426 2.854  1.840  3.478  HC91 PNN 29 
PNN HC92 2HC9 H 0 0 N N N 12.160 -4.046 6.714 1.534  2.375  2.410  HC92 PNN 30 
PNN HC93 3HC9 H 0 0 N N N 12.047 -5.719 6.496 1.300  2.362  4.174  HC93 PNN 31 
PNN HC5  HC5  H 0 1 N N N 15.729 -3.575 3.363 0.603  -2.602 1.709  HC5  PNN 32 
PNN HC6  HC6  H 0 1 N N N 14.978 -1.562 1.827 -0.642 -2.137 -0.344 HC6  PNN 33 
PNN H14  H14  H 0 1 N N N 13.985 -0.466 4.327 0.740  0.512  -0.200 H14  PNN 34 
PNN H171 1H17 H 0 0 N N N 14.811 2.441  3.325 0.260  1.829  -2.501 H171 PNN 35 
PNN H172 2H17 H 0 0 N N N 14.580 1.457  4.695 1.739  0.855  -2.679 H172 PNN 36 
PNN H19  H19  H 0 1 N N N 16.795 3.590  2.975 -1.491 1.747  -4.181 H19  PNN 37 
PNN H20  H20  H 0 1 N N N 19.098 4.416  3.807 -2.049 1.331  -6.543 H20  PNN 38 
PNN H21  H21  H 0 1 N N N 20.134 2.954  5.647 -0.556 -0.043 -7.937 H21  PNN 39 
PNN H22  H22  H 0 1 N N N 19.116 1.082  6.550 1.495  -1.001 -6.969 H22  PNN 40 
PNN H23  H23  H 0 1 N N N 16.810 0.271  5.700 2.055  -0.582 -4.608 H23  PNN 41 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
PNN O8  C7   DOUB N N 1  
PNN C7  N4   SING N N 2  
PNN C7  C6   SING N N 3  
PNN N4  C3   SING N N 4  
PNN N4  C5   SING N N 5  
PNN C3  C11  SING N N 6  
PNN C3  C2   SING N N 7  
PNN C3  HC3  SING N N 8  
PNN C11 O13  SING N N 9  
PNN C11 O12  DOUB N N 10 
PNN O13 HXT  SING N N 11 
PNN C2  C10  SING N N 12 
PNN C2  C9   SING N N 13 
PNN C2  S1   SING N N 14 
PNN C10 H101 SING N N 15 
PNN C10 H102 SING N N 16 
PNN C10 H103 SING N N 17 
PNN C9  HC91 SING N N 18 
PNN C9  HC92 SING N N 19 
PNN C9  HC93 SING N N 20 
PNN S1  C5   SING N N 21 
PNN C5  C6   SING N N 22 
PNN C5  HC5  SING N N 23 
PNN C6  N14  SING N N 24 
PNN C6  HC6  SING N N 25 
PNN N14 C15  SING N N 26 
PNN N14 H14  SING N N 27 
PNN C15 O16  DOUB N N 28 
PNN C15 C17  SING N N 29 
PNN C17 C18  SING N N 30 
PNN C17 H171 SING N N 31 
PNN C17 H172 SING N N 32 
PNN C18 C19  DOUB Y N 33 
PNN C18 C23  SING Y N 34 
PNN C19 C20  SING Y N 35 
PNN C19 H19  SING N N 36 
PNN C20 C21  DOUB Y N 37 
PNN C20 H20  SING N N 38 
PNN C21 C22  SING Y N 39 
PNN C21 H21  SING N N 40 
PNN C22 C23  DOUB Y N 41 
PNN C22 H22  SING N N 42 
PNN C23 H23  SING N N 43 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
PNN SMILES           ACDLabs              10.04 "O=C(O)C2N3C(=O)C(NC(=O)Cc1ccccc1)C3SC2(C)C"                                                                                                               
PNN SMILES_CANONICAL CACTVS               3.341 "CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(O)=O"                                                                                                  
PNN SMILES           CACTVS               3.341 "CC1(C)S[CH]2[CH](NC(=O)Cc3ccccc3)C(=O)N2[CH]1C(O)=O"                                                                                                      
PNN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)Cc3ccccc3)C(=O)O)C"                                                                                               
PNN SMILES           "OpenEye OEToolkits" 1.5.0 "CC1(C(N2C(S1)C(C2=O)NC(=O)Cc3ccccc3)C(=O)O)C"                                                                                                             
PNN InChI            InChI                1.03  "InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1" 
PNN InChIKey         InChI                1.03  JGSARLDLIJGVTE-MBNYWOFBSA-N                                                                                                                                
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
PNN "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"   
PNN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylethanoylamino)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
PNN "Create component"  2000-09-13 EBI  
PNN "Modify descriptor" 2011-06-04 RCSB 
# 
